N-[(5S,8S,21R)-5,8-bis(4-aminobutyl)-4,7,10,14,17,20-hexaoxo-1-oxa-3,6,9,13,16,19-hexaazacyclotricosan-21-yl]guanidine

ID: ALA5193994

Chembl Id: CHEMBL5193994

PubChem CID: 168288360

Max Phase: Preclinical

Molecular Formula: C25H47N11O7

Molecular Weight: 613.72

Names and Identifiers

Canonical SMILES:  N=C(N)N[C@@H]1CCOCNC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCCN)NC(=O)CCNC(=O)CNC(=O)CNC1=O

Standard InChI:  InChI=1S/C25H47N11O7/c26-9-3-1-5-16-23(41)33-15-43-12-8-18(36-25(28)29)22(40)32-14-21(39)31-13-20(38)30-11-7-19(37)34-17(24(42)35-16)6-2-4-10-27/h16-18H,1-15,26-27H2,(H,30,38)(H,31,39)(H,32,40)(H,33,41)(H,34,37)(H,35,42)(H4,28,29,36)/t16-,17-,18+/m0/s1

Standard InChI Key:  GHSGELYPCOOLSI-OKZBNKHCSA-N

Alternative Forms

1. Parent:

   

   ALA5193994

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 613.72

Molecular Weight (Monoisotopic): 613.3660

AlogP: -4.70

#Rotatable Bonds: 9

Polar Surface Area: 297.77

Molecular Species: BASE

HBA: 10

HBD: 11

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.67

CX Basic pKa: 11.02

CX LogP: -6.83

CX LogD: -13.92

Aromatic Rings: ┄

Heavy Atoms: 43

QED Weighted: 0.07

Np Likeness Score: 0.71

References

1. Huber S, Braun NJ, Schmacke LC, Quek JP, Murra R, Bender D, Hildt E, Luo D, Heine A, Steinmetzer T..  (2022)  Structure-Based Optimization and Characterization of Macrocyclic Zika Virus NS2B-NS3 Protease Inhibitors.,  65  (9.0): [PMID:35475620] [10.1021/acs.jmedchem.1c01860]

Source

Source(1):

• Scientific Literature